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Province of Arezzo

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1,057 Holiday homes

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Travellers going to Province of Arezzo are booking June dates now. Secure your holiday home today and have the perfect trip.

18

Holiday villa rental

Castelfranco Piandisco / Pian di Sco

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 140 km
  • Swimming pool
  • Child friendly
High in the Vallombrosa Mountain range and overlooking the entire Val d'Arno that runs from Florence to Arezzo, Villa Treggiano has been the much loved holiday home of an Italian family living in Florence. Comfortably furnished with rustic furniture and antiques,  …see more

from £186 / night

£1259 - £2100 / week

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from £186 / night

24

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Il Casone lies in the open countryside, a few minutes from Cortona. Immersed in a large garden, among the green olive trees and the delicate scent of the roses, this ancient farmhouse has been painstakingly restored and converted into 4 comfortable apartments, character  …see more

from £296 / night

£2069 - £2716 / week

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from £296 / night

(9) Excellent 

23

Holiday farmhouse with swimming pool in Caprese Michelangelo

Province of Arezzo / Caprese Michelangelo

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“wonderful, peaceful and well-equipped” Spent a week here in a beautiful setting. House is beautifully restored and brilliantly equipped - very comfortable and lots of lovely touches such as the welcome drinks and very generous welcome basket. We loved  …see more

from £100 / night

£695 - £1595 / week

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from £100 / night

21

Apartment rental in Stia with swimming pool

Province of Arezzo / Stia

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
Appartamento ORCHIDEALa Fagiana Holiday Rental is in an optimal position. You will be able to fully enjoy the peace and the quietness of the region as well as being in a good position for numerous outdoor activities, such as horse riding, golf, tennis, mountain biking,  …see more

from £82 / night

£569 - £1087 / week

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from £82 / night

(2) Excellent 

13

Province of Arezzo / Loro Ciuffenna

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 150 km
  • Swimming pool
  • Child friendly

 …see more

from £52 / night

£371 - £716 / week

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from £52 / night

(4) Very Good 

21

Holiday farmhouse with swimming pool in Marciano della Chiana

Province of Arezzo / Marciano della Chiana

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
This enchanting holiday farmhouse is available to those of you who would like to spend an unforgettable holiday in the warm and relaxing atmosphere of the old farmhouses that have, up to now, preserved their original architectural features.  …see more

from £161 / night

£1121 - £2156 / week

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from £161 / night

(2) Excellent 

26

Province of Arezzo / Sansepolcro

9 23 Min stay varies

  • 9 bedrooms
  • Sleeps 23
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £776 / night

£3449 - £4621 / week

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from £776 / night

(12) Excellent 

33

Holiday apartment in Loro Ciuffenna

Province of Arezzo / Loro Ciuffenna

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
“Beautiful villa, stunning location, friendly and welcoming host, totally relaxing” Beautiful building with thick stone walls and lots of atmosphere. Stunning location amongst the olive groves high on a hillside overlooking the Arno valley. Beautiful g  …see more

from £69 / night

£302 - £602 / week

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from £69 / night

44

Holiday farmhouse in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Brolio Quinto is the ideal location for a peaceful holiday in the warm atmosphere of an old country farmhouse, beautifully preserved in its original architectural style. You can rent the top floor of this historic farmhouse with its independent access. It sleeps 8 +  …see more

from £130 / night

£1121 - £1337 / week

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from £130 / night

(5) Excellent 

16

Province of Arezzo / Cavriglia

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 150 km
  • Child friendly
  • Air conditioning

 …see more

from £52 / night

£276 / week

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from £52 / night

18

Holiday cottage in Cortona

Province of Arezzo / Cortona

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Acero is a cosy apartment that belongs to a beautiful hillside property, Col di Leccio, an authentic farmhouse where nature and silence dominate. Acero is made up of a double bedroom, a bedroom with twin beds, a bathroom with a shower, a kitchen and a living room. There  …see more

from £69 / night

£475 - £733 / week

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from £69 / night

(1) Excellent 

44

Cortona holiday villa rental

Province of Arezzo / Cortona

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
The villa is situated within a large property and offers wonderful views on the surrounding countryside of Tuscany.  …see more

from £138 / night

£966 - £1897 / week

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from £138 / night

(3) Excellent 

31

Province of Arezzo / Badia Agnano

9 22 Min stay varies

  • 9 bedrooms
  • Sleeps 22
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £285 / night

£1992 - £3440 / week

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from £285 / night

29

Holiday villa rental

Province of Arezzo / Lucignano

7 18 Min stay varies

  • 7 bedrooms
  • Sleeps 18
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Detached villa with private pool in southern Tuscany between Arezzo and Siena near the town of Lucignano. 8 bedrooms, 14+2 sleeps.  …see more

from £432 / night

£1854 - £3440 / week

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from £432 / night

(1) Excellent 

21

Holiday villa in Civitella in Val di Chiana

Province of Arezzo / Civitella in Val di Chiana

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
“Lovely, remote villa in Tuscany with 4 very comfortable bedrooms” My wife and I stayed here about 6 years ago when it had been recently been renovated. What surprised us this time last September, was that the fabric of the place looked almost exactly  …see more

from £143 / night

£1000 - £2200 / week

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from £143 / night

20

Bibbiena / Casentino

5 6 3 nights min

  • 5 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £173 / night

£1207 / week

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from £173 / night

38

Cortona holiday villa rental

Province of Arezzo / Cortona

5 8 7 nights min

  • 5 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
<p>Cortona Tuscan Villa with pool- rural views and two independent annexes within walking distance of the medieval walled town of Cortona.</p>  …see more

from £309 / night

£2160 - £3200 / week

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from £309 / night

(1) Excellent 

26

Province of Arezzo / Arezzo

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from £52 / night

£345 / week

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from £52 / night

19

Province of Arezzo / Anghiari

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Private garden

 …see more

from £87 / night

£479 / week

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from £87 / night

(1) Excellent 

14

Sestino holiday apartment rental

Province of Arezzo / Sestino

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
Se cercate la tranquillità e volete trascorrere le vostre vacanze lontano da tutto e da tutti, circondati solo dai prati e dal cielo l'agriturismo “Il Quercione” fa al caso vostro. Si tratta infatti in un aggregato contadino nel territorio comuna  …see more

from £104 / night

£604 / week

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from £104 / night

(1) Excellent 

24

Holiday home with swimming pool in Ambra

Province of Arezzo / Ambra

5 12 2 nights min

  • 5 bedrooms
  • Sleeps 12
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Two old tuscan houses isolated in the countryside between Siena, Arezzo and Florence. In July and August we rent them only together, in the other periods they are available also separately. The houses with swimming pool at La Doccia are just 5 minutes from the town of  …see more

from £135 / night

£938 - £1035 / week

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from £135 / night

23

Holiday villa in Arezzo

Province of Arezzo / Arezzo

5 11 7 nights min

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Detached villa with private pool in hilly and quiet location near Arezzo (southern Tuscany). 9 sleeps + double sofa bed. Large porch with table, chairs, barbecue and cooking corner near the pool.  …see more

from £178 / night

£1242 - £2535 / week

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from £178 / night

30

Province of Arezzo / Cortona

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 13 km
  • Swimming pool
  • Child friendly

 …see more

from £40 / night

£244 - £392 / week

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from £40 / night

(1) Very Good 

15

Apartment rental in Lucignano with swimming pool

Province of Arezzo / Lucignano

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets
Appartamento nella fantastica campagna toscana, dotato di tutti i comfort, in posizione ideale per visitare luoghi di interesse storico ed artistico unici, e per gite eno-gastronomiche che lasceranno il segno. Composto da camera da letto con letto matrimoniale, bagno co  …see more

from £57 / night

£345 / week

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from £57 / night

(1) Excellent 

27

Holiday villa in Anghiari

Province of Arezzo / Anghiari

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Villa Monterosi has been renovated using traditional Tuscan and ecological material and yet has all the modern comforts. Outside you will find an original pizza oven, two furnished terraces with pergolas for eating al fresco, a private swimming pool and gorgeous garden.  …see more

from £216 / night

£1552 / week

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from £216 / night

31

Cortona holiday villa rental

Province of Arezzo / Cortona

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 15 km
  • Swimming pool
  • Child friendly
Villa Teresa is a pretty villa with a wonderful view on Cortona valley, completely renovated and equipped with every comfort. Very near to the nice town of Cortona, this wonderful structure overlooks on a breathtaking landscape and it is situated short distance from a s  …see more

from £185 / night

£1294 - £2716 / week

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from £185 / night

(1) Average 

21

Montebenichi holiday villa rental

Bucine / Montebenichi

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 115 km
  • Swimming pool
  • Child friendly
Nice independent house situated on the hillside near the village of Montebenichi in the Chianti area. The place is very quiet and has a beautiful panoramic view of the surroundings, with vineyards, olive groves and woods. Beautiful pool area with a nice panora...  …see more

from £189 / night

£1321 - £2055 / week

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from £189 / night

6

Province of Arezzo / Cortona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Air conditioning
  • Private garden

 …see more

Pricing unknown

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Pricing unknown

(1) Excellent 

37

Holiday farmhouse in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Old farmhouse of peasant origins, where on the ground floor you can still appreciate the old stables. Located 1,5 km away from the town of Castiglion Fiorentino which can also be reached on foot.  …see more

from £148 / night

£1035 - £1949 / week

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from £148 / night

17

Apartment rental in Foiano Della Chiana with shared pool

Province of Arezzo / Foiano Della Chiana

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 140 km
  • Swimming pool
  • Child friendly
Beautiful country estate situated in the vicinity of Cortona, a charming medieval town in the south of Tuscany, close to the well-known cities full of art of Siena, Arezzo and Perugia. Surrounded by picturesque Tuscan countryside, this property comprises three typical s  …see more

from £68 / night

£476 - £893 / week

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from £68 / night

17

Holiday villa rental

Province of Arezzo / Marciano della Chiana

9 18 2 nights min

  • 9 bedrooms
  • Sleeps 18
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Set on an olive-covered hill in the heart of the Chiana Valley near Marciano della Chiana. It is an ancient medieval town of historical renown for the site of the Battle of Scannagallo  …see more

from £593 / night

£2369 - £4719 / week

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from £593 / night

22

Province of Arezzo / Arezzo

14 30 Min stay varies

  • 14 bedrooms
  • Sleeps 30
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £1380 / night

£5682 - £6337 / week

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from £1380 / night

15

Caprese Michelangelo holiday apartment rental

Province of Arezzo / Caprese Michelangelo

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Ask owner if suitable for children
  • Ask about pets
  • Private garden
A single holiday rental apartment in the Appenine Mountains region of Tuscany with beautiful views. It is detached, with it's own private patio and garden.  …see more

from £43 / night

£300 / week

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from £43 / night

(2) Excellent 

58

Province of Arezzo / Foiano Della Chiana

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £302 / night

£1746 - £3169 / week

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from £302 / night

(1) Excellent 

12

Holiday apartment with swimming pool in Mercatale di Cortona

Cortona / Mercatale di Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 12 km
  • Swimming pool
  • Child friendly
Flat for 4 people with outdoor patio in a villa with swimming pool, large garden, bbq, garden furniture and baby playground area. It is perfect for wheel-chairs users. The kitchen is fully equipped and there is a dishwasher and a fireplace.<br />La Stalla has als  …see more

from £87 / night

£518 - £776 / week

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from £87 / night

(4) Excellent 

10

Bibbiena / Casentino

6 10 Min stay varies

  • 6 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

Pricing unknown

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Pricing unknown

(2) Excellent 

24

Palazzo del Pero holiday cottage rental

Province of Arezzo / Palazzo del Pero

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 22 km
  • Child friendly
  • Ask about pets
Beautiful Casolare (stone cottage) of the 1857, in typical Tuscan style, located on a hill top with a breathtaking view. 16 km far from Arezzo give you the chance to experience real Tuscany but at 15 minutes by car from a cityr. Private garden, CAR park, motorboat<br  …see more

Pricing unknown

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Pricing unknown

(9) Excellent 

38

Holiday cottage with swimming pool in Cortona

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
“Tuscan Dream” I cannot say enough good things about this wonderful Tuscan Dream Villa. The owner Christine was on another continent went out of her way to make us feel at home and cater to our every need through email exchanges and her wonderful hou  …see more

from £245 / night

£1645 - £2023 / week

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from £245 / night

24

Holiday villa with swimming pool in Arezzo

Province of Arezzo / Arezzo

5 9 7 nights min

  • 5 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
<p class="x_MsoNormal">Lucignano holiday villa with pool to rent – Collina degli Ulivi is a charming 17th century stone farmhouse set in the verdant Tuscan countryside, known as Valdichiana.</p>  …see more

from £518 / night

£3625 - £4930 / week

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from £518 / night

17

Province of Arezzo / Castiglion Fiorentino

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £69 / night

£466 - £604 / week

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from £69 / night